CN110591634B - Solvent-free flexible packaging adhesive easy to construct in different temperature environments and preparation method thereof - Google Patents
Solvent-free flexible packaging adhesive easy to construct in different temperature environments and preparation method thereof Download PDFInfo
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- CN110591634B CN110591634B CN201910875338.4A CN201910875338A CN110591634B CN 110591634 B CN110591634 B CN 110591634B CN 201910875338 A CN201910875338 A CN 201910875338A CN 110591634 B CN110591634 B CN 110591634B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/36—Hydroxylated esters of higher fatty acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/6576—Compounds of group C08G18/69
- C08G18/6582—Compounds of group C08G18/69 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6588—Compounds of group C08G18/69 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/69—Polymers of conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention discloses a solvent-free flexible packaging adhesive easy to construct in different temperature environments, which comprises a hydroxyl component and an isocyanate component, wherein the hydroxyl component comprises the following components in parts by weight: 40-70% of castor oil, 5-40% of hydroxyl-terminated polybutadiene, 5-15% of ethylene glycol, 0-1% of coupling agent, 10-40% of polyoxyethylene ether dihydric alcohol and 0-0.5% of catalyst; the isocyanate component comprises the following components in parts by weight: 30-70% of polyester polyol, 10-40% of hydroxyl-terminated polybutadiene, 20-30% of isocyanate and 0-0.1% of benzoyl chloride. The hydroxyl value component of the adhesive is prepared by introducing hydroxyl-terminated polybutadiene and mixing polyether, castor oil and the like, the fluid flow characteristic is changed along with the increase of the number of the introduced hydroxyl of the hydroxyl-terminated polybutadiene, the fluid is gradually changed into non-Newtonian fluid, and the viscosity of the system is reduced along with the change of temperature.
Description
Technical Field
The invention belongs to the technical field of adhesives, and particularly relates to a solvent-free flexible packaging adhesive easy to construct in different temperature environments and a preparation method thereof.
Background
In recent years, the development speed of the composite flexible packaging adhesive industry is high, solvent volatilization of a solvent type flexible packaging adhesive is difficult to recover in the using process, a large amount of organic solvent is volatilized into the atmosphere to pollute the environment, and the solvent-free flexible packaging adhesive is rapidly developed and applied.
The solvent-free flexible packaging adhesive has the biggest characteristics that no VOC is generated in the process, the environment-friendly and odorless adhesive is used on the site, but the viscosity of the solvent-free flexible packaging adhesive changes along with the change of temperature, the viscosity difference of the same type in winter and summer is large, the field construction has some difficulties, the viscosity of materials in winter is high, the coating process is easy to cause uneven coating and even to cause joint scrapping, the temperature in summer is low, the viscosity of the materials is low, and the composite slippage is easy to occur.
Manufacturers who apply laminating films require products with wide operating temperature, and they require that the viscosity of the products changes little with the change of the environmental temperature. At present, manufacturers adjust products with different viscosities according to seasonal changes for customers to use, but the viscosity of the products is still very low in the high-temperature environment in summer, and the operability is poor.
Disclosure of Invention
The purpose of the invention is as follows: in order to solve the problems in the prior art, the invention provides a solvent-free flexible packaging adhesive easy to construct in different temperature environments, wherein a component of an original adhesive, namely Newtonian fluid, is added to a part of non-Newtonian fluid, the viscosity of a system is reduced along with the change of temperature along with the increase of the quantity of the non-Newtonian fluid, and finally the difference of the viscosity of the system in winter and summer is reduced, so that the requirements of construction in different seasons are met
The invention also aims to solve the technical problem of providing a preparation method of the solvent-free flexible packaging adhesive which is easy to construct in different temperature environments.
The technical scheme is as follows: in order to solve the technical problems, the invention adopts the following technical scheme:
a solvent-free adhesive for soft package in different temp environments, which is easy to apply, contains hydroxy component and isocyanate component,
the hydroxyl component comprises the following components in parts by weight:
40-70% of castor oil
5-40% of hydroxyl-terminated polybutadiene
5-15% of ethylene glycol
0 to 1 percent of coupling agent
10-40% of polyethylene oxide ether glycol
0-0.5% of a catalyst;
the hydroxyl component is preferably: 44.45% of castor oil, 25% of hydroxyl-terminated polybutadiene, 10% of ethylene glycol, 0.5% of coupling agent, 20% of polyoxyethylene ether glycol and 0.05% of catalyst;
the isocyanate component comprises the following components in parts by weight:
30-70% of polyester polyol
10-40% of hydroxyl-terminated polybutadiene
20-30% of isocyanate
0-0.1% of benzoyl chloride;
the isocyanate component is preferably: 44.99% of polyester polyol, 30% of hydroxyl-terminated polybutadiene, 25% of isocyanate and 0.01% of benzoyl chloride.
Preferably, the molecular weight of the hydroxyl-terminated polybutadiene is 1000-3000; the molecular weight of the polyoxyethylene ether dihydric alcohol is 1000-4000.
Preferably, the coupling agent is KH 560.
Preferably, the catalyst is stannous octoate.
Preferably, the polyester polyol is a polyester polyol XCP-822NH produced by Asahi Sichuan chemistry.
Preferably, the isocyanate is TDI-80/20.
The preparation method of the solvent-free flexible packaging adhesive easy to construct in different temperature environments comprises the following steps:
firstly, uniformly mixing castor oil and polyethylene oxide glycol according to a proportion, heating to 100-120 ℃, removing water in a system, cooling to 80 ℃, adding hydroxyl polybutadiene, a coupling agent and a catalyst, and stirring at 70-75 ℃ for 2 hours to obtain the solvent-free flexible packaging adhesive which is easy to construct in different temperature environments.
Wherein the preparation method of the isocyanate component comprises the following steps:
uniformly mixing polyester polyol and hydroxyl-terminated polybutadiene according to a proportion, heating to 100-120 ℃, dehydrating until the weight content of water is below 0.05%, adding benzoyl chloride, uniformly stirring, cooling to 50-55 ℃, adding isocyanate at one time, reacting for 2 hours at 60-65 ℃, and packaging after the content of the isocyanate is qualified.
Mixing the hydroxyl component at the normal temperature and the isocyanate component at the normal temperature according to the mass ratio of 100: 90-100: 60, and uniformly stirring.
The flexible packaging adhesive prepared by the preparation method of the solvent-free flexible packaging adhesive which is easy to construct in different temperature environments is within the protection range of the invention.
Has the advantages that:
the hydroxyl-terminated polybutadiene is introduced into the hydroxyl component and the isocyanate component of the adhesive, the hydroxyl component without the hydroxyl-terminated polybutadiene belongs to Newtonian fluid, the viscosity of the component is relatively large along with the temperature fluctuation, the fluid flow characteristic is changed along with the introduction of the hydroxyl-terminated polybutadiene and is gradually changed into non-Newtonian fluid, and the viscosity of the system is reduced along with the temperature change.
Detailed Description
The invention is further illustrated by the following examples.
Examples 1 to 4:
the hydroxyl component of examples 1 to 4 was obtained by the following method:
according to the formula shown in the table 1, castor oil and polypropylene oxide ether are added into a reaction kettle, the temperature is raised to 110 ℃, the constant temperature is kept for dehydration for 2 hours, then the temperature is reduced to 90 ℃, a coupling agent (KH560) and hydroxyl-terminated polybutadiene are added, the mixture is stirred for 1 hour, the temperature is reduced to 70 ℃, a catalyst (stannous octoate) and ethylene glycol are added, and the mixture is uniformly stirred and packaged.
Table 2 shows the viscosities at different temperatures of the formulations of examples 1 to 4.
Table 1 raw material formulations for the hydroxyl components of examples 1-4
Table 2 examples 1-4 viscosity measurements at different temperatures for formulations
The formulations of examples 1 to 4 were mixed with the hydroxyl component of the adhesive and the preferred isocyanate component of examples 5 to 8, example 7, and the bonding performance of PET and OPP was tested, the results of which are shown in table 3, wherein the mass ratio of the hydroxyl component to the isocyanate component in the bonding process was 100: 90.
table 3 examples 1-4 test results
Examples 5 to 8:
as shown in Table 4, the isocyanate component according to examples 5 to 8 was obtained by: uniformly mixing polyester polyol and hydroxyl-terminated polybutadiene according to the formula amount, heating to 110 ℃, dehydrating until the water content is below 0.05%, adding a specified amount of benzoyl chloride, uniformly stirring, cooling to 60 ℃, adding a certain amount of isocyanate at one time, reacting for 2 hours, testing the content of the isocyanate, and packaging after the content of the isocyanate is qualified.
The adhesive prepared by the formula of examples 5 to 8 was mixed with the isocyanate component of the preferred hydroxyl component of examples 1 to 4 in example 3, and the bonding performance of PET and OPP was tested, and the test results are shown in Table 3, wherein the mass ratio of the hydroxyl component to the isocyanate component in the bonding process was 100: 90.
table 5 shows the viscosities at different temperatures for the formulations of examples 5-8.
TABLE 4 raw material formulations for the isocyanate components of examples 5-8
Table 5 examples 5-8 viscosity at different temperatures of the formulations
The formulations of examples 5-8 were formulated into adhesives for testing the bonding properties of PET and OPP, and the results are shown in Table 6, using a hydroxyl component to isocyanate component weight ratio of 100: 90.
table 6 examples 5-8 test results
Claims (10)
1. A solvent-free adhesive for soft package in different temp environments, which is easy to apply, is characterized by that it contains hydroxy component and isocyanate component,
the hydroxyl component comprises the following components in parts by weight:
40-70% of castor oil
5-40% of hydroxyl-terminated polybutadiene
5-15% of ethylene glycol
0 to 1 percent of coupling agent
10-40% of polyethylene oxide ether glycol
0-0.5% of a catalyst;
the isocyanate component comprises the following components in parts by weight:
30-70% of polyester polyol
10-40% of hydroxyl-terminated polybutadiene
20-30% of isocyanate
0-0.1% of benzoyl chloride.
2. The solvent-free flexible packaging adhesive easy to construct in different temperature environments as claimed in claim 1, wherein the molecular weight of the hydroxyl-terminated polybutadiene is 1000-3000; the molecular weight of the polyoxyethylene ether dihydric alcohol is 1000-4000.
3. The solvent-free flexible packaging adhesive easy to apply in different temperature environments of claim 1, wherein the coupling agent is KH 560.
4. The solvent-free flexible packaging adhesive easy to apply in different temperature environments of claim 1, wherein the catalyst is stannous octoate.
5. The solvent-free adhesive for soft packaging with different temperature environments and easy application as claimed in claim 1, wherein the polyester polyol is Asahi Chuan chemical polyester polyol XCP-822 NH.
6. The solvent-free flexible packaging adhesive easy to apply in different temperature environments of claim 1, wherein the isocyanate is TDI-80/20.
7. The preparation method of the solvent-free flexible packaging adhesive easy to construct in different temperature environments of any one of claims 1 to 6 is characterized in that the preparation method of the hydroxyl component is as follows:
firstly, uniformly mixing castor oil and polyethylene oxide glycol according to a proportion, heating to 100-120 ℃, removing water in a system, cooling to 80 ℃, adding hydroxyl polybutadiene, a coupling agent and a catalyst, and stirring for 2 hours at 70-75 ℃ to obtain a hydroxyl component.
8. The method for preparing the solvent-free flexible packaging adhesive easy to construct in different temperature environments as claimed in claim 7, wherein the isocyanate component is prepared by the following steps:
uniformly mixing polyester polyol and hydroxyl-terminated polybutadiene according to a proportion, heating to 100-120 ℃, dehydrating until the weight content of water is below 0.05%, adding benzoyl chloride, uniformly stirring, cooling to 50-55 ℃, adding isocyanate at one time, and reacting for 2 hours at 60-65 ℃ to obtain the isocyanate component.
9. The preparation method of the solvent-free flexible packaging adhesive easy to construct in different temperature environments as claimed in claim 7, wherein the hydroxyl component and the isocyanate component are mixed according to the mass ratio of 100: 90-100: 60, and the mixture is uniformly stirred.
10. The flexible packaging adhesive prepared by the preparation method of the solvent-free flexible packaging adhesive easy to construct in different temperature environments of claim 7.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910875338.4A CN110591634B (en) | 2019-09-17 | 2019-09-17 | Solvent-free flexible packaging adhesive easy to construct in different temperature environments and preparation method thereof |
| DE212020000078.6U DE212020000078U1 (en) | 2019-09-17 | 2020-05-19 | A solvent-free flexible packaging adhesive that is easy to construct in a variety of temperature environments |
| PCT/CN2020/090928 WO2021051841A1 (en) | 2019-09-17 | 2020-05-19 | Solvent-free flexible packaging binder for easy construction in different temperature environments and preparation method therefor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910875338.4A CN110591634B (en) | 2019-09-17 | 2019-09-17 | Solvent-free flexible packaging adhesive easy to construct in different temperature environments and preparation method thereof |
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| Publication Number | Publication Date |
|---|---|
| CN110591634A CN110591634A (en) | 2019-12-20 |
| CN110591634B true CN110591634B (en) | 2021-05-04 |
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| CN201910875338.4A Active CN110591634B (en) | 2019-09-17 | 2019-09-17 | Solvent-free flexible packaging adhesive easy to construct in different temperature environments and preparation method thereof |
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| CN (1) | CN110591634B (en) |
| WO (1) | WO2021051841A1 (en) |
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| CN110591634B (en) * | 2019-09-17 | 2021-05-04 | 旭川化学（苏州）有限公司 | Solvent-free flexible packaging adhesive easy to construct in different temperature environments and preparation method thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20140085981A (en) * | 2012-12-28 | 2014-07-08 | 현대자동차주식회사 | Adhesives for bonding polyurethane and vucanized rubber |
| CN103102862A (en) * | 2013-01-29 | 2013-05-15 | 浙江华宝油墨有限公司 | Preparation method of dual-component solvent-free type polyurethane adhesive for composite flexible packaging |
| EP3328913B1 (en) * | 2015-07-30 | 2021-12-01 | Sika Technology AG | Hydrophobic, highly elastic two-component polyurethane compound with mechanical properties and adhesive properties which are not dependent on the temperature |
| EP3339343A1 (en) * | 2016-12-23 | 2018-06-27 | Sika Technology Ag | Two-component polyurethane composition |
| CN107118734A (en) * | 2017-06-02 | 2017-09-01 | 新纶复合材料科技（常州）有限公司 | A kind of double component solvent-free polyurethane adhesive |
| CN110591634B (en) * | 2019-09-17 | 2021-05-04 | 旭川化学（苏州）有限公司 | Solvent-free flexible packaging adhesive easy to construct in different temperature environments and preparation method thereof |
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2019
- 2019-09-17 CN CN201910875338.4A patent/CN110591634B/en active Active
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- 2020-05-19 WO PCT/CN2020/090928 patent/WO2021051841A1/en active Application Filing
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| WO2021051841A1 (en) | 2021-03-25 |
| CN110591634A (en) | 2019-12-20 |
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